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12626-17-4

Fumitremorgin B is a highly toxic tremorgenic alkaloid that is produced by Aspergillus fumigatus. It is an organic heteropentacyclic compound and a mycotoxic indole alkaloid that is determined from X-ray crystallography. The crystals are orthorhombic with space group P21 21 2, a = 14.771, b = 24.925, and c = 7.321 ? with Z = 4. The absolute configuration is based on that of L(-)-proline formed by acid hydrolysis of the alkaloid.

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  • 5H,14H-Pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione,1,2,3,5a,6,11,12,14a-octahydro-5a,6-dihydroxy-9-methoxy-11-(3-methyl-2-buten-1-yl)-12-(2-methyl-1-propen-1-yl)-,(5aR,6S,1

    Cas No: 12626-17-4

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  • 5H,14H-Pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione,1,2,3,5a,6,11,12,14a-octahydro-5a,6-dihydroxy-9-methoxy-11-(3-methyl-2-buten-1-yl)-12-(2-methyl-1-propen-1-yl)-,(5aR,6S,1

    Cas No: 12626-17-4

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  • 5H,14H-Pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione,1,2,3,5a,6,11,12,14a-octahydro-5a,6-dihydroxy-9-methoxy-11-(3-methyl-2-buten-1-yl)-12-(2-methyl-1-propen-1-yl)-,(5aR,6S,1

    Cas No: 12626-17-4

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  • 5H,14H-Pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione,1,2,3,5a,6,11,12,14a-octahydro-5a,6-dihydroxy-9-methoxy-11-(3-methyl-2-buten-1-yl)-12-(2-methyl-1-propen-1-yl)-,(5aR,6S,1

    Cas No: 12626-17-4

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  • 12626-17-4 Structure

  • Basic information

    1. Product Name: fumitremorgin B
    2. Synonyms: fumitremorgin B;FUMITREMORGENB;(5aR)-1,2,3,5a,6,11,12,14aβ-Octahydro-5aβ,6β-dihydroxy-9-methoxy-11-(3-methyl-2-butenyl)-12α-(2-methyl-1-propenyl)-5H,14H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione;Lanosulin
    3. CAS NO:12626-17-4
    4. Molecular Formula: C27H33N3O5
    5. Molecular Weight: 479.574
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 12626-17-4.mol

  • Chemical Properties

    1. Melting Point: 205-207 °C
    2. Boiling Point: 724.3°Cat760mmHg
    3. Flash Point: 391.8°C
    4. Appearance: /
    5. Density: 1.35g/cm3
    6. Vapor Pressure: 5.1E-22mmHg at 25°C
    7. Refractive Index: 1.66
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 10.74±0.60(Predicted)
    11. CAS DataBase Reference: fumitremorgin B(CAS DataBase Reference)
    12. NIST Chemistry Reference: fumitremorgin B(12626-17-4)
    13. EPA Substance Registry System: fumitremorgin B(12626-17-4)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 12626-17-4(Hazardous Substances Data)

12626-17-4 Usage

Uses

Used in Pharmaceutical Industry:
Fumitremorgin B is used as a research tool for studying the effects of mycotoxins on the nervous system and their potential applications in the development of drugs targeting specific neurological disorders. Its tremorgenic properties make it a valuable compound for understanding the mechanisms of action of mycotoxins and their impact on the central nervous system.
Used in Veterinary Medicine:
Fumitremorgin B is used as a veterinary pharmaceutical agent for the treatment of certain parasitic infections in animals. Its potent effects on the nervous system of parasites make it a potential candidate for the development of antiparasitic drugs.
Used in Pest Control:
Fumitremorgin B is used as a biopesticide for the control of pests in agriculture. Its highly toxic nature makes it effective in eliminating pests that can cause significant damage to crops. However, its use in this application must be carefully regulated to ensure the safety of humans and the environment.
Used in Forensic Science:
Fumitremorgin B is used as a forensic tool in the investigation of poisoning cases and the detection of mycotoxins in food and feed products. Its unique chemical properties and structure make it identifiable through various analytical techniques, aiding in the identification of contamination and the determination of the source of the toxin.

References

Yamazaki et al., Tetrahedron Lett., 27 (1975)

Check Digit Verification of cas no

The CAS Registry Mumber 12626-17-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,2,6,2 and 6 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 12626-17:
(7*1)+(6*2)+(5*6)+(4*2)+(3*6)+(2*1)+(1*7)=84
84 % 10 = 4
So 12626-17-4 is a valid CAS Registry Number.
InChI:InChI=1/C27H33N3O5/c1-15(2)10-12-28-20-14-17(35-5)8-9-18(20)22-23(28)21(13-16(3)4)30-25(32)19-7-6-11-29(19)26(33)27(30,34)24(22)31/h8-10,13-14,19,21,24,31,34H,6-7,11-12H2,1-5H3/t19-,21-,24-,27+/m0/s1

12626-17-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name fumitremorgin B

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:12626-17-4 SDS

12626-17-4Relevant articles and documents

FtmOx1, a non-heme Fe(ii) and α-ketoglutarate-dependent dioxygenase, catalyses the endoperoxide formation of verruculogen in Aspergillus fumigatus

Steffan, Nicola,Grundmann, Alexander,Afiyatullov, Shamil,Ruan, Hanli,Li, Shu-Ming

supporting information; experimental part, p. 4082 - 4087 (2009/12/06)

Verruculogen is a tremorgenic mycotoxin and contains an endoperoxide bond. In this study, we describe the cloning, overexpression and purification of a non-heme Fe(ii) and α-ketoglutarate-dependent dioxygenase FtmOx1 from Aspergillus fumigatus, which cata

TOTAL SYNTHESIS OF FUMITREMORGIN B1

Nakatsuka, Shin-ihci,Teranishi, Katsunori,Goto, Toshio

, p. 6361 - 6364 (2007/10/02)

Total synthesis of fumitremorgin B, one of the potent tremorgic mycotoxins, was achieved in 7 steps.

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